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      When you caught your brother-in-law dressed as a woman  
     119 
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     2024-06-23 
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    When I decided to visit my sister and her husband, I wasn't expecting this. My sister absent, I discovered my brother-in-law completely disguised as a woman, clothes, wig, makeup everything was there to feminize him and the illusion was perfect. I...
    balsamo70
    balsamo70's profile
    <5,930 fans>
      The red sex slave  
     11 
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     2024-06-23 
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    Sissy Jane, dressed in red lingerie, gloves and high-heels, ring-gagged, collared and leashed
    jan4o
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      Sissy Jane as a leather sex slave  
     13 
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     2024-06-23 
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    Sissy Jane on a wooden pony, ready for doggystyle and missionaire.
    jan4o
    jan4o's profile
    <1,271 fans>
      Stripper Jane - restrained, gagged and hooded again  
     47 
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     2024-06-23 
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    Sissy Jane makes a striptease over a chair and becomes handcuffs restrained, ball-gagged, panties and stocking over the head.
    jan4o
    jan4o's profile
    <1,271 fans>
      Sissy Julie Allison Dress: Black Mini Dress  
     14 
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    Sissy Julie Allison Dress: Black Halter Strap Mini
    JulieAllison
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      Me Cindy Cross crossdressing - ballet - leotard  
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     2024-06-22 
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    Me Cindy Cross crossdressing - ballet - pink leotard, white dance panty legging and ballet training shoes.
    cindy_cross39
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      Me Cindy Cross crossdressing - office outfit - skirt and pumps  
     3 
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     2024-06-22 
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    Me Cindy Cross crossdressing - another office outfit - in a brown and vanille cross-striped check mini skirt, white cream blouse and beige pumps
    cindy_cross39
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      TV campaign against men who wear women's clothes  
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     2024-06-21 
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    krista024
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      False Intelligence (Sissy Caption Story)  
     8 
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     2024-06-21 
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    Created an extended story out of one of my shorter caption pictures. No hardcore pics in this one. The lovely Lyndsy Fonseca is the star. Most of the pics come from the show Nikita. Hope you enjoy!
    emirose2722
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      Sissy Captions - Sissy in the Workplace  
     5 
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     2024-06-19 
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    The situations that a secret sissy slut finds herself in the working world
    LittleMissHarl
    LittleMissHarlot's profile
    <176 fans>
      Stocking Cocks 2  
     48 
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     2024-06-19 
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    demonsaab
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      Stocking Cocks  
     44 
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     2024-06-19 
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    I thought it was more appropriate to name this gallery as Stocking Cocks, instead of Stocking Tops...
    demonsaab
    demonsaab's profile
    <673 fans>
      Nancy Gets Educated  
     1 
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     2024-06-19 
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    Check out my sissy/femdom/humiliation story! The first part is published on Fictionmania. I'm going to publish all the parts there, but if you want to support me, you can buy the whole story as an illustrated book on Amazon. My pen name is Pansy...
    nequissimus
    nequissimus's profile
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      Showering in red satin playing with myself [gif]  
     8 
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     2024-06-18 
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    lordsatin
    lordsatin's profile
    <115 fans>
      Latex, leather and nylon = Sissy submissive  
     18 
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     2024-06-18 
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    Latex masked sissy Jane poses, dressed in leather corset, layer nylon, garter belt with stockings and high boots
    jan4o
    jan4o's profile
    <1,271 fans>
      Camera Fun 18 ... all solo pics.. sissy  
     51 
    High Definition
     2024-06-18 
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    Time for a new upload. I share some private moments with you.
    JanH
    JanH's profile
    <1,034 fans>
      Dark skin, black femboy sissy 01  
     25 
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     2024-06-17 
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    lilstepbro
    lilstepbro's profile
    <52 fans>
      SMOKING GIRL SOLO SISSY CAPTIONS  
     51 
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     2024-06-17 
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    Some women love sissys.
    smokinggirlsca
    smokinggirlscaptioned's profile
    <244 fans>
      Sissy Sklavinnen sollen gefesselt und durchgefickt werden.  
     357 
    High Definition
     2024-06-16 
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    Sissys müssen brutal gefesselt und gefickt werden , sie müssen dominiert werden und mit Sperma vollgepumpt werden. Sissys werden mit Drogen willenlos gemacht und dann brutal gequält und gefickt und missbraucht.
    Samantha_Fesse
    Samantha_Fesselopfer's profile
    <722 fans>
      Me Cindy Cross crossdressing - office outfit  
     5 
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     2024-06-16 
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    Me Cindy Cross crossdressing - in an office outfit - white blouse, black leather skirt and black stilleto heel boots.
    cindy_cross39
    cindy_cross39's profile
    <1,657 fans>
      Myselft in Black pirate Dress  
     5 
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     2024-06-15 
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    Myself in one of my favorites and first dresses that i own, hope you like it
    vero_cd
    vero_cd's profile
    <172 fans>
      estreetcar  
     109 
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     2024-06-15 
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    kapach
    kapach's profile
    <114 fans>
      Cd2 Crossdressing driving   
     33 
    Low Quality
     2024-06-15 
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    More gurls behind the wheel...
    demonsaab
    demonsaab's profile
    <673 fans>
      Gallery 38 me nude wearing a blue blouse PART 2  
     10 
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     2024-06-15 
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    Pictures of me
    freefriki
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    <321 fans>
      Gallery 37 me nude wearing a blue blouse PART 1  
     11 
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    Pictures of me
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